Synthesis of Functionalized 4,1‐Benzothiazepines via a [4+3] Annulation between Aza‐<i>o‐</i>Quinone Methides and Pyridinium 1,4‐Zwitterionic Thiolates
Chuan‐Chuan Wang, Xuehua Liu, Xinlu Wang, Huapeng Cui, Zhiwei Ma, De‐Gang Ding, Jun‐Tao Liu, Lei Meng, Yajing Chen
Abstract
Abstract The [4+3] annulation of aza‐ o ‐quinone methides and pyridinium 1,4‐zwitterionic thiolates has been developed for the one‐step synthesis of functionalized 2,3‐unsaturated 4,1‐benzothiazepines under mild and metal‐free conditions. The produced 4,1‐benzothiazepines can easily be converted into biologically interesting sulfoxides and sulfones via selective oxidization with m ‐CPBA. magnified image
Topics & Concepts
AnnulationPyridiniumChemistryQuinoneCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisSulfur-Based Synthesis TechniquesSynthesis of Indole DerivativesCatalytic C–H Functionalization Methods